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Lee Holloway (Maggie Gyllenhaal) has a few strikes against her when she applies for a secretarial position at the law office of E. Edward Grey (James Spader). Secretary is a American romantic comedy-drama film directed by Steven Shainberg and written by Erin Cressida Wilson, based on the short story Secretary by Mary Gaitskill. Starring Maggie Gyllenhaal and James Spader, the film explores the  Story by‎: ‎Steven Shainberg‎; ‎Erin Cressida Wilson.